Not a lot is known about Leland before the outbreak. It can be assumed he lived in or near Texas.
Some time after the apocalypse began, Leland started his own gang which robbed other survivors. When Leland and his group encountered Morgan in the Trailer Park Man, they knocked him unconscious and proceeded to rob him. He then sets about robbing both John Dorie and Althea when they appear. Leland eventually dies when he is overwhelmed by infected while trying to rob Althea of her van.